ACCESSION: MSBNK-Eawag-EQ368809
RECORD_TITLE: LSD; LC-ESI-QFT; MS2; CE: 180; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3688
CH$NAME: LSD
CH$NAME: D-Lysergic acid N,N-diethylamide
CH$NAME: N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H25N3O
CH$EXACT_MASS: 323.19976
CH$SMILES: CCN(CC)C(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
CH$IUPAC: InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3
CH$LINK: CAS
50-37-3
CH$LINK: PUBCHEM
CID:3981
CH$LINK: INCHIKEY
VAYOSLLFUXYJDT-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3843
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 324.2062
MS$FOCUSED_ION: PRECURSOR_M/Z 324.207
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0udi-1900000000-1c58a516e8068e03947e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.03
51.0229 C4H3+ 1 51.0229 0.07
53.0386 C4H5+ 1 53.0386 0.44
54.0339 C3H4N+ 1 54.0338 0.64
55.0178 C3H3O+ 1 55.0178 -0.02
56.0494 C3H6N+ 1 56.0495 -0.81
62.015 C5H2+ 1 62.0151 -1.15
63.0229 C5H3+ 1 63.0229 -0.58
65.0386 C5H5+ 1 65.0386 -0.41
68.0496 C4H6N+ 1 68.0495 1.39
74.015 C6H2+ 1 74.0151 -1.24
75.0229 C6H3+ 1 75.0229 -1.02
76.0307 C6H4+ 1 76.0308 -1.2
77.0385 C6H5+ 1 77.0386 -0.99
78.0464 C6H6+ 1 78.0464 -0.41
86.015 C7H2+ 1 86.0151 -1.41
87.0229 C7H3+ 1 87.0229 -0.07
88.0307 C7H4+ 1 88.0308 -0.24
89.0386 C7H5+ 1 89.0386 -0.3
90.0464 C7H6+ 1 90.0464 -0.57
91.0542 C7H7+ 1 91.0542 -0.07
95.0491 C6H7O+ 1 95.0491 -0.01
99.0229 C8H3+ 1 99.0229 -0.57
101.0387 C8H5+ 1 101.0386 1.22
102.0464 C8H6+ 1 102.0464 -0.11
103.0542 C8H7+ 1 103.0542 -0.16
105.0447 C6H5N2+ 1 105.0447 0.05
113.0385 C9H5+ 1 113.0386 -0.41
114.0464 C9H6+ 1 114.0464 0.16
115.0542 C9H7+ 1 115.0542 -0.06
116.0495 C8H6N+ 1 116.0495 0.3
117.0573 C8H7N+ 1 117.0573 0.17
117.0699 C9H9+ 1 117.0699 -0.23
119.0492 C8H7O+ 1 119.0491 0.41
125.0386 C10H5+ 1 125.0386 0.19
126.0464 C10H6+ 1 126.0464 0.3
127.0542 C10H7+ 1 127.0542 -0.21
128.0494 C9H6N+ 1 128.0495 -0.43
128.062 C10H8+ 1 128.0621 -0.4
129.0447 C8H5N2+ 1 129.0447 -0.5
129.0573 C9H7N+ 1 129.0573 -0.31
130.0654 C9H8N+ 1 130.0651 1.96
131.049 C9H7O+ 1 131.0491 -0.77
132.057 C9H8O+ 1 132.057 -0.12
137.0387 C11H5+ 1 137.0386 0.97
138.0464 C11H6+ 1 138.0464 -0.01
139.0542 C11H7+ 1 139.0542 0.02
140.0495 C10H6N+ 1 140.0495 -0.11
140.0619 C11H8+ 1 140.0621 -1.23
141.0571 C10H7N+ 1 141.0573 -1.14
141.0698 C11H9+ 1 141.0699 -0.4
143.0492 C10H7O+ 1 143.0491 0.27
144.0571 C10H8O+ 1 144.057 0.58
145.0648 C10H9O+ 1 145.0648 0.13
149.0385 C12H5+ 1 149.0386 -0.31
150.0465 C12H6+ 1 150.0464 0.46
151.0542 C12H7+ 1 151.0542 0.09
152.062 C12H8+ 1 152.0621 -0.01
153.0573 C11H7N+ 1 153.0573 0.13
153.0699 C12H9+ 1 153.0699 -0.04
154.0651 C11H8N+ 1 154.0651 -0.1
155.0603 C10H7N2+ 1 155.0604 -0.22
156.0573 C11H8O+ 1 156.057 1.88
157.0525 C10H7NO+ 1 157.0522 2.13
162.0464 C13H6+ 1 162.0464 -0.01
163.0542 C13H7+ 1 163.0542 -0.04
164.0496 C12H6N+ 1 164.0495 1
164.062 C13H8+ 1 164.0621 -0.5
165.0576 C12H7N+ 1 165.0573 2.06
165.0699 C13H9+ 1 165.0699 0.08
166.0652 C12H8N+ 1 166.0651 0.27
167.0728 C12H9N+ 1 167.073 -1.08
168.057 C12H8O+ 1 168.057 0.08
169.0648 C12H9O+ 1 169.0648 0.05
170.0604 C11H8NO+ 1 170.06 2.17
176.0621 C14H8+ 1 176.0621 0.16
177.0573 C13H7N+ 1 177.0573 -0.06
178.0651 C13H8N+ 1 178.0651 0.08
179.0604 C12H7N2+ 1 179.0604 0.09
179.0723 C13H9N+ 1 179.073 -3.75
180.0567 C13H8O+ 1 180.057 -1.31
180.0807 C13H10N+ 1 180.0808 -0.2
181.076 C12H9N2+ 1 181.076 -0.03
182.0605 C12H8NO+ 1 182.06 2.25
183.068 C12H9NO+ 1 183.0679 0.68
183.0804 C13H11O+ 1 183.0804 -0.44
185.0469 C11H7NO2+ 1 185.0471 -1.51
185.0596 C12H9O2+ 1 185.0597 -0.46
188.0494 C14H6N+ 1 188.0495 -0.46
189.0575 C14H7N+ 1 189.0573 0.84
190.0651 C14H8N+ 1 190.0651 -0.24
191.0604 C13H7N2+ 1 191.0604 0.24
191.073 C14H9N+ 1 191.073 0.41
192.0683 C13H8N2+ 1 192.0682 0.26
192.081 C14H10N+ 1 192.0808 1.01
193.0883 C14H11N+ 1 193.0886 -1.56
194.0365 C13H6O2+ 1 194.0362 1.13
194.06 C13H8NO+ 1 194.06 -0.36
196.052 C13H8O2+ 1 196.0519 0.71
205.0761 C14H9N2+ 1 205.076 0.51
206.084 C14H10N2+ 1 206.0838 0.63
207.0917 C14H11N2+ 1 207.0917 0.07
211.0627 C13H9NO2+ 1 211.0628 -0.28
219.0922 C15H11N2+ 1 219.0917 2.21
PK$NUM_PEAK: 106
PK$PEAK: m/z int. rel.int.
50.0151 1942395 14
51.0229 3129237.5 23
53.0386 4568332.5 34
54.0339 750517.9 5
55.0178 1410317.4 10
56.0494 473128 3
62.015 1060656.4 7
63.0229 4774497 35
65.0386 3053702.2 22
68.0496 133958.9 1
74.015 2880334.8 21
75.0229 6935071 52
76.0307 3116874.8 23
77.0385 6849066 51
78.0464 4844451 36
86.015 786482.5 5
87.0229 2560093.5 19
88.0307 1718251 12
89.0386 12534184 94
90.0464 1329468.6 9
91.0542 1209511 9
95.0491 13396470 100
98.0151 2013641 15
99.0229 2970827 22
100.0307 1360071.375 10
101.0387 1689128.2 12
102.0464 12250957 91
103.0542 2590307.8 19
105.0447 9029884 67
113.0385 8554932 64
114.0464 2807786 21
115.0542 18162276 136
116.0495 527432.6 3
117.0573 739784.8 5
117.0699 232492.9 1
119.0492 1143285.6 8
125.0386 6300518 47
126.0464 37067100 278
127.0542 15303425 114
128.0494 1054888.4 7
128.062 6814065.5 51
129.0447 3791686.8 28
129.0573 198248.7 1
130.0654 290551.7 2
131.049 157493.7 1
132.057 1205605.6 9
137.0387 2621925.2 19
138.0464 4314739.5 32
139.0542 73507384 551
140.0495 10816186 81
140.0619 3157011.2 23
141.0571 582005.4 4
141.0698 499036.5 3
143.0492 827058.3 6
144.0571 150796.9 1
145.0648 7588313.5 56
149.0385 1069342.2 8
150.0465 42184992 316
151.0542 22190618 166
152.062 133176592 999
153.0573 4885487.5 36
153.0699 3514714.2 26
154.0651 7373234.5 55
155.0603 20389256 152
156.0573 437592 3
157.0525 184257.6 1
162.0464 2777837.2 20
163.0542 50436736 378
164.0496 7772759.5 58
164.062 12828441 96
165.0576 3808410.5 28
165.0699 10024479 75
166.0652 9600363 72
167.0728 1902443.1 14
168.057 6225951.5 46
169.0648 56945708 427
170.0604 1062235.5 7
176.0621 191418.1 1
177.0573 3844175 28
178.0651 17125104 128
179.0604 23669274 177
179.0723 4229954.5 31
180.0567 283419.5 2
180.0807 3436176 25
181.076 744318.8 5
182.0605 232707.9 1
183.068 523491.5 3
183.0804 614981.1 4
185.0469 626744.3 4
185.0596 241265.8 1
188.0494 993195.7 7
189.0575 575275.8 4
190.0651 2456973.8 18
191.0604 1019670.5 7
191.073 2971438.2 22
192.0683 2733377 20
192.081 1019473.1 7
193.0883 143465.3 1
194.0365 298487.9 2
194.06 170570.3 1
196.052 2019361.1 15
205.0761 8028481.5 60
206.084 1317076.6 9
207.0917 545843.1 4
211.0627 249076.4 1
219.0922 157681.7 1
//
